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Join a sailing adventure on a Tall Ship and set course for new horizons!

Stanley (FK) - Saint Helena (SH) - Saint George’s (GD)

31 December 2025 - 01 April 2026

91 days, Picton Castle

From € 13870,-

Book this journey

Expedition Sail Training

Regular: € 13870,-

Book this journey

Picton Castle:
Stanley (FK) - Saint Helena (SH) - Saint George’s (GD)

31 December 2025 - 01 April 2026

Board the Picton Castle in the South Atlantic’s Falkland Islands and set sail for the remote island of St. Helena before taking course for the Caribbean. Cross the Equator with the help of the steady trade winds, making your way toward the enchanting islands of the Eastern Caribbean. Enjoy the gentle breezes, brilliant sunshine, and vibrant blue seas before concluding this unforgettable voyage in the beautiful setting of Grenada.
Open for all Windseekers, minimum age 18 years.
The journey price has been converted to EUR to provide an approximate total. The final price is 15,000 USD.

About this Voyage

This expedition will be made in true Picton Castle style. Adventures at sea and on land, amazing, storied ports to visit, a variety of sailing conditions, and incredible hands-on learning opportunities will be the hallmarks of this voyage. You will learn seamanship, steering a tall ship at sea, small boat handling, sailmaking, rigging, celestial navigation, carpentry, ropework... The ports, your shipmates, and yourself.

You can now apply to be part of this epic voyage! Picton Castle sails with a combination of professional and trainee crew. The crew are qualified mariners with significant experience at sea, ready to teach you the ropes. Trainees are folks like you – curious, adventurous, inspired by a challenge, fit, from a variety of nationalities and backgrounds, wanting to go to sea and see the world from the unique perspective that only being crew on a voyage can offer – and ready for a challenge!

This is a voyage for adventurous souls. People ages 18 and up of all genders and all nationalities are welcome to apply. As a trainee you will participate in all aspects of sailing the ship: you’ll stand watches, take your turn at the wheel and as lookout, you’ll handle lines and sails, scrub decks, help the cook in the galley, assist with ship’s maintenance, and learn authentic seamanship skills as was the time-honoured way of the wind ships in the Age of Sail, and still is in Picton Castle.

Whether you’re looking for adventure, to travel the world, to travel sustainably by wind power, learn new skills, to challenge yourself personally, to gain teamwork skills, to be part of a close-knit community aboard, to do something amazing with your gap year or big overseas adventure, to check an item off your bucket list, to lay a foundation for a career at sea, to accomplish the dream of a lifetime, or simply to experience the portion of our planet covered by water, you’re welcome to apply.

Ports

Falkland Islands is a British overseas territory and an archipelago at the very south of South American continent. The breathtaking nature is the main reason for tourism, with amazing landscapes and numerous species of birds (including pinguins), seals and dolphins. Even if you're not much of a nature lover you will still find things to do. Check out the local woolen crafts - or join workshops to make some yourself; see a traditional dance performance and don't miss The Historic Dockyard Museum.

Saint George’s is the capital of the Caribbean island-state of Grenada. Visit Fort George for a dose of history and great views and then relax on a nearby beach. If you take your chocolate seriously you should stop by the House of Chocolate, and if you like diving you can't miss the Underwater Sculptures!

  • Stanley (FK)

Key points

  • Dates: 31 December 2025 - 1 April 2026
  • For Windseekers of all ages, minimum age 18 years
  • Windseekers joining: maximum 40
  • No sailing experience required!
  • Official language on board: English
  • Price includes: accommodation and meals, excludes drinks at the bar
  • Price excludes transportation costs to-and from the ports. Our travel counsellor can advise you and book your transfers
  • Windseekers need to have a health insurance and a travel insurance
  • Need to take with you on board: sleeping bags and towels
  • "I learned that it's never too late to find a new passion in life."

    Stephanie (42), France

You sail on the Picton Castle

Picton Castle sailing all sails
Shipping type: Barque
Homeport: Avatiu, Cook Islands
Date built: 1928
Trainees: 40
Length: 45m
Height of mast: 29,57m
Sail: 1157m2

Deep water, square rigger, ocean voyaging at its best. The barque Picton Castle is known for her international voyages, crossing oceans and a high standard of seamanship training. This 179-foot sailing ship accommodates 52 people, including 12 professional crew members …

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Windseeker logs

  • Vega Gamleby Trainees and Crew before Esbjerg Crew Parade 2018

    “We all live in the Vega Gamleby, Vega Gamleby, Vega Gamleby”

    Vega Gamleby

    Sunderland-Esbjerg

    – by Trainees

    Date – 14/07/18 Watch / Trainees – 8-12 – Chris Dow and Cecilie Olsen We woke up at 8 am British time, then at 8:15 am we gathered in the galley as breakfast was served. Shortly after breakfast, during a minor briefing, we …

    Read log
  • We embraced the square sails

    – by

    Climbing the mast was an experience. We got to know the boat from a different perspective. There was a lot of wind in the mast for example. We all stepped a bit our of our comfort zones. We also learned …

    Read log

Photos

  • Dolphins
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This Journey is not covered by the STO Garant guarantee.